tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

Base Information

Chemical Name:tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate
CAS No.:1402595-20-3
Molecular Formula:C₂₆H₂₈BrF₃N₄O₃
Molecular Weight:581.433
Hs Code.:

Synonyms:tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

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Chemical Property of tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

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Technology Process of tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

There total 8 articles about tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: 1365243-78-2
[4-(cyclopropylcarbamoyl)-3-methylphenyl]boronic acid

: 1402595-21-4
tert-butyl (6-bromo-3-iodoimidazo[1,2-a]pyridin-8-yl)(3,3,3-trifluoropropyl)carbamate

: 1402595-20-3
tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

Guidance literature:: With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; at 55 ℃; for 4h;

Reference yield:

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1402595-20-3
tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane

2: potassium acetate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 6 h / Reflux

3: sodium periodate; water; ammonium acetate / acetone / 5 h / 20 - 40 °C

4: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 4 h / 55 °C

With sodium periodate; ammonium acetate; water; potassium acetate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;

Reference yield:

: 38875-53-5
5-bromo-pyridine-2,3-diamine

: 1402595-20-3
tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(3,3,3-trifluoropropyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: isopropyl alcohol / 20 °C / Reflux; Inert atmosphere

2: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 3 h / 23 °C

3: dmap / tetrahydrofuran / 4 h / 55 °C

4: N-iodo-succinimide / N,N-dimethyl-formamide / 1.5 h / 23 °C

5: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 4 h / 55 °C

With dmap; N-iodo-succinimide; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;